Lorelai and Rory Gilmore adored Sherpa-lined trucker jackets—here are my top picks for 2026.

      If you’re anything like me, your autumn consists of about 70% coffee and 30% reruns of Gilmore Girls. When the temperature drops, I start craving the cozy, small-town atmosphere of Stars Hollow and, in particular, the show's outerwear. While Lorelai sported her famous pink coat, both Gilmore girls often turned to the ultimate fall-to-winter staple: the sherpa trucker jacket. It’s the ideal basic that connects Y2K nostalgia with the countryside-cool trend of 2026. This season, jacket designs focus on texture and proportions. We’re seeing oversized fits that accommodate your chunkiest knits and rich, unexpected colors that extend beyond just regular black and brown. Whether you’re embracing Rory’s prep school style with a structured corduroy version or Lorelai’s eclectic vibe with a plush contrast-collar design, the silhouette remains unbeatable. It’s both functional and stylish, radiating the right amount of vintage charm. These are the types of regret-proof basics that would surely get a nod of approval from the notoriously finicky Emily Gilmore.

      (Image credit: Alamy)

      Levi's

      90s Sherpa Trucker Jacket

      Olive green is versatile enough to pair with anything, yet distinctive enough to be eye-catching.

      Levi's

      Original Sherpa Trucker Jacket

      Madewell

      Sherpa-Lined Denim Jacket

      Madewell is also joining the trend.

      Banana Republic Factory

      Sherpa Collar Denim Jacket

      This isn’t your typical denim jacket.

      Pendleton

      Wind River Corduroy Trucker Jacket

      Pendleton produces the coziest blankets, so you can trust that this jacket will be top-notch.

      (Image credit: Alamy)

      Velvet

      Juno Faux Suede Jacket

      The combination of suede and sherpa offers an intriguing texture contrast.

      Bernardo

      Faux Shearling Coat

      This warm style looks like a fantastic deal.

      EDIKTED

      Faux Shearling Bomber Jacket

      If you live in a climate that doesn’t require a long puffer coat, this could be an excellent winter choice.